反应详情

(1)-a) A mixture of 2-methylthio-4-chloro-5-ethoxycarbonylpyrimidine 1.0 g, (3-chloro-4-methoxyphenyl)methylamine 0.81 g, triethylamine 0.66 ml and tetrahydrofuran 12 ml is stirred for 4 hours at room temperature. The reaction mixture is diluted with an aqueous 10% citric acid solution and the mixture is extracted twice with ethyl acetate. The combined organic layer is washed with water and an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue is purified by silica gel chromatography (solvent; hexane:ethyl acetate=5:1) and concentrated in vacuo to give a colorless oil. The oil is left overnight at room temperature to give 2-methylthio-5-ethoxycarbonyl-4-(3-chloro-4-methoxybenzylamino)pyrimidine as crystals, 1.58 g. mp 82-83° C.

1. extractionthe mixture is extracted twice with ethyl acetate
2. washThe combined organic layer is washed with water
3. dry with materialan aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate
4. concentrationconcentrated in vacuo
5. customThe residue is purified by silica gel chromatography (solvent; hexane:ethyl acetate=5:1)
6. concentrationconcentrated in vacuo
7. customto give a colorless oil
8. waitThe oil is left overnight at room temperature